4-Chloro-3-(trifluoromethyl)benzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Chloro-3-(trifluoromethyl)benzoate
• 化学式: C8H3ClF3O2-
• 分子量: 223.55
• InChiKey: PPHHAZOVVZBSCM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Chloro-3-(trifluoromethyl)benzoate 、 cyclopentylzinc bromide 、 碳酸氢钠 在 二(三叔丁基膦)钯 乙酸乙酯 、 水 、 Brine 、 Sodium sulfate-III 作用下， 以 四氢呋喃 为溶剂， 反应 10.5h， 以to give the title compound as an orange oil (227 g)的产率得到甲基4-环戊基-3-(三氟甲基)苯酸盐
  参考文献：
  名称：

  PROCESSES FOR THE PREPARATION OF (R)-2-(7-(4-CYCLOPENTYL-3-(TRIFLUOROMETHYL)BENZYLOXY)-1,2,3,4-TETRAHYDROCYCLOPENTA[B]INDOL-3-YL)ACETIC ACID AND SALTS THEREOF

  摘要：

  本发明涉及用于制备式(Ia)的(R)-2-(7-(4-环戊基-3-(三氟甲基)苯基氧基)-1,2,3,4-四氢-环戊[b]吲哚-3-基)乙酸及其盐的中间体和工艺，该化合物是一种S1P1受体调节剂，可用于治疗S1P1受体相关疾病和紊乱，例如淋巴细胞介导的疾病和紊乱、移植排斥、自身免疫性疾病和紊乱、炎性疾病和紊乱（例如急性和慢性炎症病症）、癌症以及具有血管完整性基础缺陷或与血管生成有关的病症，如可能是病理性的（例如可能发生在炎症、肿瘤发展和动脉粥样硬化中）。

  公开号：

  US20140357690A1

文献信息

• SUBSTITUTED 1,2,3,4-TETRAHYDROCYCLOPENTA[B]INDOL-3-YL)ACETIC ACID DERIVATIVES USEFUL IN THE TREATMENT OF AUTOIMMUNE AND INFLAMMATORY DISORDERS
  申请人：Jones Robert M.

  公开号：US20110130409A1

  公开（公告）日：2011-06-02

  The present invention relates to certain substituted 1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid derivatives of Formula (Ia) and pharmaceutically acceptable salts thereof, which exhibit useful pharmacological properties, for example, as agonists of the S1P1 receptor. Also provided by the present invention are pharmaceutical compositions containing compounds of the invention, and methods of using the compounds and compositions of the invention in the treatment of S1P1 receptor-associated disorders, for example, psoriasis, rheumatoid arthritis, Crohn's disease, transplant rejection, multiple sclerosis, systemic lupus erythematosus, ulcerative colitis, type I diabetes, acne, microbial infections or diseases and viral infections or diseases.

  本发明涉及某些取代的1,2,3,4-四氢环戊[b]吲哚-3-基乙酸衍生物（Ia式）及其药学上可接受的盐，其具有有用的药理特性，例如作为S1P1受体激动剂。本发明还提供了含有该发明化合物的药物组合物，以及使用该化合物和组合物治疗S1P1受体相关疾病的方法，例如牛皮癣、类风湿性关节炎、克隆病、移植排斥、多发性硬化症、系统性红斑狼疮、溃疡性结肠炎、1型糖尿病、痤疮、微生物感染或疾病和病毒感染或疾病。
• SUBSTITUTED 1,2,3,4-TETRAHYDROCYCLOPENTA[b]INDOL-3-YL)ACETIC ACID DERIVATIVES USEFUL IN THE TREATMENT OF AUTOIMMUNE AND INFLAMMATORY DISORDERS
  申请人：Arena Pharmaceuticals, Inc.

  公开号：US20140038987A1

  公开（公告）日：2014-02-06

  The present invention relates to certain substituted 1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid derivatives of Formula (Ia) and pharmaceutically acceptable salts thereof, which exhibit useful pharmacological properties, for example, as agonists of the S1P1 receptor. Also provided by the present invention are pharmaceutical compositions containing compounds of the invention, and methods of using the compounds and compositions of the invention in the treatment of S1P1 receptor-associated disorders, for example, psoriasis, rheumatoid arthritis, Crohn's disease, transplant rejection, multiple sclerosis, systemic lupus erythematosus, ulcerative colitis, type I diabetes, acne, microbial infections or diseases and viral infections or diseases.

  本发明涉及某些取代的1,2,3,4-四氢环戊[b]吲哚-3-基)乙酸衍生物(Ia式)及其药学上可接受的盐，这些衍生物具有有用的药理学特性，例如作为S1P1受体的激动剂。本发明还提供了含有本发明化合物的药物组合物，并且提供了使用本发明化合物和组合物治疗S1P1受体相关疾病的方法，例如牛皮癣、类风湿性关节炎、克罗恩病、移植排斥、多发性硬化症、全身性红斑狼疮、溃疡性结肠炎、1型糖尿病、痤疮、微生物感染或疾病和病毒感染或疾病。
• Processes for the preparation of (R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid and salts thereof
  申请人：Montalban Antonio Garrido

  公开号：US08853419B2

  公开（公告）日：2014-10-07

  The present invention relates to processes and intermediates useful in the preparation of (R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid of Formula (Ia) and salts thereof, an S1P1 receptor modulator that is useful in the treatment of S1P1 receptor-associated disorders, for example, diseases and disorders mediated by lymphocytes, transplant rejection, autoimmune diseases and disorders, inflammatory diseases and disorders (e.g., acute and chronic inflammatory conditions), cancer, and conditions characterized by an underlying defect in vascular integrity or that are associated with angiogenesis such as may be pathologic (e.g., as may occur in inflammation, tumor development and atherosclerosis).

  本发明涉及在制备公式(Ia)的(R)-2-(7-(4-环戊基-3-(三氟甲基)苯基氧基)-1,2,3,4-四氢环戊[b]吲哚-3-基)乙酸及其盐中有用的过程和中间体，这是一种S1P1受体调节剂，可用于治疗S1P1受体相关的疾病和疾病，例如由淋巴细胞介导的疾病和疾病，移植排斥反应，自身免疫性疾病和疾病，炎症性疾病和疾病（例如急性和慢性炎症病状），癌症以及伴随血管完整性潜在缺陷或与血管生成相关的病症，例如可能是病理性的（例如可能发生在炎症，肿瘤发展和动脉粥样硬化中）。
• Substituted 1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid derivatives useful in the treatment of autoimmune and inflammatory disorders
  申请人：Jones Robert M

  公开号：US08580841B2

  公开（公告）日：2013-11-12

  The present invention relates to certain substituted 1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid derivatives of Formula (Ia): and pharmaceutically acceptable salts thereof, which exhibit useful pharmacological properties, for example, as agonists of the S1P1 receptor. Also provided by the present invention are pharmaceutical compositions containing compounds of the invention, and methods of using the compounds and compositions of the invention in the treatment of S1P1 receptor-associated disorders, for example, psoriasis, rheumatoid arthritis, Crohn's disease, transplant rejection, multiple sclerosis, systemic lupus erythematosus, ulcerative colitis, type I diabetes, acne, microbial infections or diseases and viral infections or diseases.

  本发明涉及某些取代的1,2,3,4-四氢环戊[b]吲哚-3-基乙酸衍生物（Ia式）及其药学上可接受的盐，该衍生物具有有用的药理学特性，例如作为S1P1受体的激动剂。本发明还提供了含有该发明化合物的药物组合物，以及使用该化合物和组合物治疗S1P1受体相关疾病的方法，例如银屑病、类风湿性关节炎、克隆病、移植排斥、多发性硬化症、系统性红斑狼疮、溃疡性结肠炎、I型糖尿病、痤疮、微生物感染或疾病以及病毒感染或疾病。
• Processes for the preparation of (R)-2-(7-4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[B]indol-3-yl)acetic acid and salts thereof
  申请人：ARENA PHARMACEUTICALS, INC.

  公开号：US09175320B2

  公开（公告）日：2015-11-03

  The present invention relates to processes and intermediates useful in the preparation of (R)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid of Formula (Ia) and salts thereof, an S1P1 receptor modulator that is useful in the treatment of S1P1 receptor-associated disorders, for example, diseases and disorders mediated by lymphocytes, transplant rejection, autoimmune diseases and disorders, inflammatory diseases and disorders (e.g., acute and chronic inflammatory conditions), cancer, and conditions characterized by an underlying defect in vascular integrity or that are associated with angiogenesis such as may be pathologic (e.g., as may occur in inflammation, tumor development and atherosclerosis).

  本发明涉及用于制备(Ia)式(R)-2-(7-(4-环戊基-3-(三氟甲基)苯基氧基)-1,2,3,4-四氢-环戊[b]吲哚-3-基)乙酸及其盐的过程和中间体，该化合物是一种S1P1受体调节剂，可用于治疗S1P1受体相关疾病和疾病，例如由淋巴细胞介导的疾病和疾病，移植排斥、自身免疫性疾病和疾病、炎症性疾病和疾病（例如急性和慢性炎症性疾病）、癌症和具有血管完整性潜在缺陷或与血管生成有关的疾病和疾病，例如可能是病理性的（例如可能发生在炎症、肿瘤发展和动脉硬化中）。